N-bromobutanimide → 3-Bromo-6-methoxy-2-methylbenzonitrile

HRID 1466071ノート

反応式

HRID 1466071 の反応式
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:4]=1[C:5]#[N:6].C1C(=O)N([Br:19])C(=O)C1>C(O)(C(F)(F)F)=O>[Br:19][C:8]1[C:7]([CH3:11])=[C:4]([C:3]([O:2][CH3:1])=[CH:10][CH:9]=1)[C:5]#[N:6]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 5902262-Methoxy-6-methylbenzonitrile

生成物 1

HCID 675160643-Bromo-6-methoxy-2-methylbenzonitrile

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

To a solution of 2-methoxy-6-methylbenzonitrile (3.6 g, 24 mmol) in TFA (25 mL) was added NBS (6.5 g, 36 mmol) and stirred at room temperature for 2 hours. Analysis of the reaction mixture by LC indicated complete bromination of the starting material. The solution was concentrated in vacuo and the resulting crude was dissolved in EtOAc and washed with brine, then dried with Na2SO4, filtered and concentrated in vacuo. The crude residue was purified by silica gel column chromatography (Hexanes:EtOAc=1:1) to provide the title product.

後処理

  1. concentrationThe solution was concentrated in vacuo
  2. dissolutionthe resulting crude was dissolved in EtOAc
  3. washwashed with brine
  4. dry with materialdried with Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe crude residue was purified by silica gel column chromatography (Hexanes:EtOAc=1:1)

出典と根拠

ORDレコード
ord-a4500d7aca514351bc5fd04744869cbf
出典データセット
uspto-grants-2015_04
特許番号
US08999990B2

反応ノート

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